| 8. Round | 11/09/1999 | SSV Reutlingen | - | 1. FC Schweinfurt 05 | 4:0 | ||||
| 11. Round | 02/10/1999 | 1. FC Schweinfurt 05 | - | Quelle Fürth | 1:3 | ||||
| 12. Round | 09/10/1999 | SC Pfullendorf | - | 1. FC Schweinfurt 05 | 3:1 | ||||
| 13. Round | 16/10/1999 | 1. FC Schweinfurt 05 | - | SV Darmstadt 98 | 3:0 | ||||
| 14. Round | 23/10/1999 | Wacker Burghausen | - | 1. FC Schweinfurt 05 | 2:0 | ||||
| 15. Round | 30/10/1999 | 1. FC Schweinfurt 05 | - | Karlsruher SC II | 1:2 | ||||
| 16. Round | 07/11/1999 | TSV 1860 München II | - | 1. FC Schweinfurt 05 | 3:0 | ||||
| 29. Round | 29/04/2000 | 1. FC Schweinfurt 05 | - | SC Pfullendorf | 0:0 | ||||
| 30. Round | 06/05/2000 | SV Darmstadt 98 | - | 1. FC Schweinfurt 05 | 3:0 |
Germany